US20090081174A1 - Synergistic fungicidal compositions - Google Patents
Synergistic fungicidal compositions Download PDFInfo
- Publication number
- US20090081174A1 US20090081174A1 US11/921,031 US92103106A US2009081174A1 US 20090081174 A1 US20090081174 A1 US 20090081174A1 US 92103106 A US92103106 A US 92103106A US 2009081174 A1 US2009081174 A1 US 2009081174A1
- Authority
- US
- United States
- Prior art keywords
- mixture
- salt
- phosphorous acid
- cuhpo
- copper
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
- A01N59/16—Heavy metals; Compounds thereof
- A01N59/20—Copper
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
- A01N59/26—Phosphorus; Compounds thereof
Definitions
- the present invention relates to synergistic fungicidal compositions.
- the present invention relates to new synergistic compositions capable of controlling phytopathogens which cause considerable economic damage to agricultural crops.
- the present invention also relates to the use of compositions comprising mixtures based on a copper (II) salt of phosphorous acid, also called phosphite or phosphonate, with at least another metallic salt of phosphorous acid and the use of compositions comprising mixtures based on a copper (II) salt of phosphorous acid, also called phosphite or phosphonate, alone or mixed with at least another salt of a metal of phosphorous acid and one or more fungicidal compounds.
- a copper (II) salt of phosphorous acid also called phosphite or phosphonate
- phosphite or phosphonate alone or mixed with at least another salt of a metal of phosphorous acid and one or more fungicidal compounds.
- Said mixtures also have an excellent toxicological and environmental profile, as well as the advantage of having a wider range of use and allowing the dosages of use of copper and also, possibly, of phosphorous acid, to be reduced.
- An object of the present invention therefore relates to a fungicidal composition consisting of mixtures comprising a copper (II) salt of phosphorous acid and at least another metallic salt of phosphorous acid or consisting of mixtures comprising a copper (II) salt of phosphorous acid, alone or mixed with at least another metallic salt of phosphorous acid, and one or more fungicidal compounds.
- the metallic salt of phosphorous acid can be a salt of an alkaline, alkaline-earth metal, an ammonium salt or a salt of Fe, Mn, Zn, Ni, Al, Ti or Se.
- said mixtures comprising a copper (II) salt of phosphorous acid and at least another metallic salt of phosphorous acid can be obtained either by mixing the single salts, or by co-precipitation of said salts in a reaction mixture; in both cases, in the above mixture, the copper (II) salt of phosphorous acid and the other metallic salts of phosphorous acid can be present in any proportion, salvation state, structure and crystalline lattice composition.
- the salts of an alkaline, alkaline-earth metal, ammonium salt or salts of Fe, Mn, Zn, Ni, Al, Ti or Se, of phosphorous acid can be mono- or dibasic, or they can be mixtures of these in any proportion.
- said mixtures can also contain salts of alkaline metals in percentages not higher than 10% by weight, such as reaction exchange salts which however do not have a direct fungicidal activity.
- an extension of said synergy concept is to obtain mixtures comprising a copper (II) salt of phosphorous acid alone or in a mixture with at least another metallic salt of phosphorous acid, and with other fungicidal compounds have common biological targets with those of said copper (II) salt of phosphorous acid.
- the compound having a fungicidal activity according to the present invention is preferably selected from:
- the compounds (3) are commercial products and their copper salts are described in Italian patent application Nr. MI 2001A002430.
- the compounds (4) are easily available on the market.
- Compound (11) is described in patent application EP 775,696.
- Compound (12) is described in “The Pesticide Manual”, 1983, VIIth edition, British Crop Protection Council Ed., page 148.
- Compound (22) is described in European patent applications EP 360,701 and EP 611,232.
- Compound (24) is described in “The Pesticide Manual”, 1983, VIIth edition, British Crop Protection Council Ed., page 339.
- Compound (25) is described in “The Pesticide Manual”, 1983, VIIth edition, British Crop Protection Council Ed., page 537.
- Compound (31) is described in “Brighton Crop Protection Conference—Pests and Diseases” 1998, Congress Records.
- Compound (34) is a commercial product.
- Preferred fungicidal compositions according to the present invention can be selected from
- the fungicidal compositions defined as mixture 1, mixture 2, mixture 3 and mixture 4 are particularly preferred.
- the single metallic salts of phosphorous acid can be easily obtained in aqueous solution by reaction of phosphorous acid with an inorganic base such as the hydroxide or carbonate of the desired metal, or by reaction of phosphorous acid with an inorganic base, such as sodium or potassium hydroxide and the subsequent reaction with an inorganic salt, for example, chloride, bromide or sulfate of the desired metal, as described in literature in: “GMelins Handbuch Der Anorganischen Chemie” Ed. Verlag Chemie—GMBH—Weinheim.
- the fungicidal compositions according to the present invention can be prepared as follows: the mixtures comprising a copper (II) salt of phosphorous acid and at least another metallic salt of phosphorous acid are obtained by mixing the single salts or by co-precipitation of said salts in the reaction mixture.
- the co-precipitation of the salts is effected starting from phosphites, for example sodium, potassium phosphite, by the shifting of the metallic cation M 1 with a mixture, in aqueous solution, of a copper (II) salt and the other desired metallic salt, according to scheme A:
- M 1 represents a sodium or potassium atom
- X represents a halogen, such as chlorine, bromine, iodine or a sulfate group
- X 1 has the same meaning as X
- M 2 represents an alkaline earth metal, an ammonium group or a Fe, Mn, Zn, Ni, Al, Ti, Se atom
- p is a number greater than 0 and lower than 100 and q is equal to 100-p.
- M 1 , X, p and q have the meanings indicated above.
- compositions according to the present invention comprising:
- a further object of the present invention therefore relates to the use of a composition consisting of mixtures comprising a copper (II) salt of phosphorous acid and at least another metallic salt of phosphorous acid or the use of a composition consisting of mixtures based on a copper (II) salt of phosphorous acid, alone or mixed with at least another metallic salt of phosphorous acid and one or more fungicidal compounds, in particular one or more fungicidal compounds (1)-(34), for the control of phytopathogen fungi.
- An object of the present invention also relates to a method for the control of phytopathogen fungi in agricultural crops by the application of a fungicidal composition consisting of mixtures comprising a copper (II) salt of phosphorous acid and at least another metallic salt of phosphorous acid or by the application of a composition consisting of mixtures based on a copper (II) salt of phosphorous acid alone or in a mixture with at least another metallic salt of phosphorous and one or more fungicidal compounds, in particular one or more fungicidal compounds (1)-(34).
- Plasmopara viticola (vines); Phytophtora infestans (tomatoes, potatoes) Phytophtora nicotianae (tobacco, ornamental plants); Phytophtora palmivora (cacao); Phytophtora cinnamomi (pineapples, citrus fruit); Phytophtora capsici (peppers, tomatoes, cucurbits); Phytophtora cryptogea (tomatoes, plums, ornamental plants); Phytophtora megasperma (ornamental plants); Phytophtora citri (citrus fruit); Peronospora tabacina (tabacco); Pseudoperonospora cubensis (cauliflowers, cucurbits); Pseudoperonospora umili (hops); Phytophtora cactorum (fruit trees); Phytophtora destructor (
- compositions, object of the present invention are capable of exerting a high synergistic fungicidal activity allowing preventive, protective, prophylactic, systemic, curative and de-rooting treatment to be effected.
- the copper (II) salt of phosphorous acid and the other metallic salts of phosphorous acid are preferably present in a ratio varying from 10/90 to 90/10 in equivalent phosphorous acid.
- the copper (II) salt of phosphorous acid and the other metallic salts of phosphorous acid are present in a ratio of 50/50 in equivalent phosphorous acid.
- compositions, object of the present invention can be used in different quantities in relation to the crop, pathogen, environmental conditions and type of formulation adopted.
- the fungicidal compositions according to the present invention generally envisage the following application dosages per hectare:
- compositions, object of the present invention can be effected on all parts of the plant, for example on the leaves, stems, branches and roots, or on the seeds themselves before sowing, or on the ground in which the plant grows.
- compositions according to the present invention can be used in agronomical practice in various forms, such as for example: dry powders, wettable powders, emulsifying concentrates, micro-emulsions, pastes, granulates, solutions, suspensions, etc.
- dry powders wettable powders
- emulsifying concentrates micro-emulsions
- pastes granulates
- solutions, suspensions etc.
- choice of the type of composition will depend on the specific use.
- compositions are prepared in the known way, for example by diluting or dissolving the active substance with a solvent medium and/or a solid diluent, possibly in the presence of surface-active agents.
- Solid diluents or supports which can be used are: silica, kaolin, bentonite, talc, infusorial earth, dolomite, calcium carbonate, magnesia, gypsum, clays, synthetic silicates, attapulgite, sepiolite.
- Liquid diluents which can be used, are for example, in addition to water, aromatic compounds (xylols or blends of alkylbenzols), paraffins (petroleum fractions), alcohols (methanol, propanol, butanol, octanol, glycerine), amines, amides (N,N-dimethylformamide, Nmethylpyrrolidone), ketones (cyclohexanone, acetone, acetophenone, isophorone, ethylamylketone), fatty acids (for example, vegetable oils such as rape oil, sunflower oil), esters (isobutyl acetate, methyl esters of fatty acids obtained for example from the transesterification of vegetable oils).
- aromatic compounds xylols or blends of alkylbenzols
- paraffins petroleum fractions
- alcohols methanol, propanol, butanol, octan
- Sodium salts, calcium salts, triethanolamine or triethylamine of alkylsulfonates, alkylaryl sulphonates, polyethoxylated alkylphenols, fatty alcohols condensed with ethylene oxide, polyethoxylated fatty acids, polyethoxylated esters of sorbitol, ligninsulphonates, can be used as surface-active agents.
- compositions can also contain special additives for particular purposes, such as for example, adhesive agents, such as gum Arabic, polyvinyl alcohol, polyvinyl pyrrolidone.
- adhesive agents such as gum Arabic, polyvinyl alcohol, polyvinyl pyrrolidone.
- the concentration of active substances varies from 0.1% to 98% by weight, preferably from 0.5% to 90% by weight.
- compositions, object of the present invention can be added to the compositions, object of the present invention, such as, for example, phyto-regulators, antibiotics, herbicides, insecticides, fertilizers.
- Leaves of cultivar Merlot vines, grown in vases, in a conditioned environment (20 ⁇ 1° C., 70% relative humidity) are treated by spraying both sides of the leaves with the mixtures under examination dispersed in an aqueous solution containing a 0.3% of tween 20.
- the plants After remaining 7 days in a conditioned environment, the plants are infected on the lower side with an aqueous suspension of spores of Plasmopara viticola (200,000 spores per cm 3 ).
- the plants are kept in a humidity saturated environment, at 21° C., for the incubation period of the fungus and, at the end of this period (7 days), the fungicidal activity is evaluated according to an evaluation percentage scale from 100 (healthy plant) to 0 (completely infected plant).
- Leaves of potato plants, of the Primura variety, grown in vases, in a conditioned environment (20 ⁇ 1° C., 70% relative humidity) are treated by spraying both sides of the leaves with the mixtures under examination dispersed in an aqueous solution containing 0.3% of tween 20.
- the plants After remaining 7 days in a conditioned environment, the plants are infected on the lower side with an aqueous suspension of spores of Phytophthora infestans (100,000 spores per cm 3 ).
- the plants are kept in a humidity saturated environment, at 18-24° C., for the incubation period of the fungus and, at the end of this period (7 days), the fungicidal activity is evaluated according to an evaluation percentage scale from 100 (healthy plant) to 0 (completely infected plant).
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Inorganic Chemistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT001019A ITMI20051019A1 (it) | 2005-05-31 | 2005-05-31 | Composizioni fungicide sinergiche |
ITMI2005A001019 | 2005-05-31 | ||
PCT/EP2006/005157 WO2006128677A2 (en) | 2005-05-31 | 2006-05-29 | Synergistic fungicidal compositions |
Publications (1)
Publication Number | Publication Date |
---|---|
US20090081174A1 true US20090081174A1 (en) | 2009-03-26 |
Family
ID=37199003
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US11/921,031 Abandoned US20090081174A1 (en) | 2005-05-31 | 2006-05-29 | Synergistic fungicidal compositions |
Country Status (12)
Country | Link |
---|---|
US (1) | US20090081174A1 (ja) |
EP (1) | EP1890545B1 (ja) |
JP (1) | JP2008542320A (ja) |
CN (1) | CN101222849A (ja) |
AR (1) | AR053880A1 (ja) |
BR (1) | BRPI0610943A2 (ja) |
CA (1) | CA2610055A1 (ja) |
IT (1) | ITMI20051019A1 (ja) |
MX (1) | MX2007014955A (ja) |
RU (1) | RU2403717C2 (ja) |
UA (1) | UA90899C2 (ja) |
WO (1) | WO2006128677A2 (ja) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20110142958A1 (en) * | 2009-12-15 | 2011-06-16 | Huber Don M | Composition and method for control of plant pathogenic bacteria and endophytic microorganisms using copper phosphite and nutrient-halo-phosphite compounds |
EP2601839A1 (en) * | 2011-12-08 | 2013-06-12 | Bayer CropScience AG | Synergisitic fungicidal combinations containing phosphorous acid derivative and zoxamide |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2007176865A (ja) * | 2005-12-28 | 2007-07-12 | Nippon Nohyaku Co Ltd | 農園芸殺菌剤組成物 |
AU2009256715A1 (en) * | 2008-06-12 | 2009-12-17 | Basf Se | Calcium salts of phosphorous acid for increasing the effect of fungicides |
EE05408B1 (et) * | 2008-08-22 | 2011-04-15 | Gennadi Nikolaev | Raudfosfaadip?hine kompositsioon, selle valmistamine ja kasutamine |
IT1393328B1 (it) * | 2009-01-02 | 2012-04-20 | Isagro Spa | Composizioni fungicide a base di sali di rame |
MX2013001837A (es) * | 2010-08-26 | 2013-03-07 | Makhteshim Chem Works Ltd | Composicion sinergica fungicida. |
JP6117226B2 (ja) * | 2011-11-03 | 2017-04-19 | バイエル クロップサイエンス エルピーBayer Cropscience Lp | 植物の質を向上させるための組成物及び方法 |
DE102011120218A1 (de) * | 2011-12-05 | 2013-06-06 | Clariant International Ltd. | Alkali-Aliminium-Mischphosphite, Verfahren zur ihrer Herstellung sowie deren Verwendung |
CN103451042A (zh) * | 2012-06-04 | 2013-12-18 | 广水市海洋服饰有限公司 | 永久除去羊毛针织品中残留羊膻味的浸泡清洗液 |
US9474282B2 (en) * | 2013-12-13 | 2016-10-25 | Tony John Hall | Acid-solubilized copper-ammonium complexes and copper-zinc-ammonium complexes, compositions, preparations, methods, and uses |
MX2017015797A (es) * | 2015-06-08 | 2018-11-09 | Myco Sciences Ltd | Composiciones antimicrobianas y agroquimicas. |
DE102015117551A1 (de) * | 2015-10-15 | 2017-04-20 | Chemische Fabrik Budenheim Kg | Pflanzenstärkungsmittel auf Phosphonatbasis |
CN106942215A (zh) * | 2017-04-12 | 2017-07-14 | 江苏金凤凰农化有限公司 | 一种基于愈创木酚治疗菠萝心腐病的组合物及施用方法 |
CA3070877A1 (en) * | 2017-07-26 | 2019-01-31 | Nutriag Ltd. | Phosphorus acid and alkylamine or alkanolamine stabilized copper compound containing compositions for controlling a plant disease caused by a phytopathogenic organism |
CN110810438A (zh) * | 2019-09-29 | 2020-02-21 | 西南大学 | 烟草疫霉菌纳米氧化铜抗菌剂及其制备方法 |
CN112056319B (zh) * | 2020-09-09 | 2021-09-24 | 中农立华生物科技股份有限公司 | 一种苯噻菌胺与亚磷酸盐的复配杀菌剂及其应用 |
FR3133291A1 (fr) * | 2022-03-09 | 2023-09-15 | Bertrand SUTRE | Composition phytosanitaire et son utilisation |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4075324A (en) * | 1973-11-26 | 1978-02-21 | Pepro | Fungicidal compositions containing phosphorous acid and derivatives thereof |
US4849219A (en) * | 1985-12-16 | 1989-07-18 | Ciba-Geigy Corporation | Microbicides |
US6689392B2 (en) * | 2001-01-29 | 2004-02-10 | Agricare Ltd. | Methods and compositions for controlling plant pathogen |
US20060159772A1 (en) * | 2002-11-27 | 2006-07-20 | Carlo Garavaglia | Fungicidal compositions |
-
2005
- 2005-05-31 IT IT001019A patent/ITMI20051019A1/it unknown
-
2006
- 2006-05-29 CA CA002610055A patent/CA2610055A1/en not_active Abandoned
- 2006-05-29 BR BRPI0610943-8A patent/BRPI0610943A2/pt not_active IP Right Cessation
- 2006-05-29 MX MX2007014955A patent/MX2007014955A/es unknown
- 2006-05-29 JP JP2008514007A patent/JP2008542320A/ja not_active Ceased
- 2006-05-29 RU RU2007143988/04A patent/RU2403717C2/ru not_active IP Right Cessation
- 2006-05-29 CN CNA2006800260375A patent/CN101222849A/zh active Pending
- 2006-05-29 WO PCT/EP2006/005157 patent/WO2006128677A2/en active Application Filing
- 2006-05-29 UA UAA200713365A patent/UA90899C2/ru unknown
- 2006-05-29 US US11/921,031 patent/US20090081174A1/en not_active Abandoned
- 2006-05-29 EP EP06753988A patent/EP1890545B1/en not_active Not-in-force
- 2006-05-31 AR ARP060102253A patent/AR053880A1/es unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4075324A (en) * | 1973-11-26 | 1978-02-21 | Pepro | Fungicidal compositions containing phosphorous acid and derivatives thereof |
US4849219A (en) * | 1985-12-16 | 1989-07-18 | Ciba-Geigy Corporation | Microbicides |
US6689392B2 (en) * | 2001-01-29 | 2004-02-10 | Agricare Ltd. | Methods and compositions for controlling plant pathogen |
US20060159772A1 (en) * | 2002-11-27 | 2006-07-20 | Carlo Garavaglia | Fungicidal compositions |
Non-Patent Citations (1)
Title |
---|
The Merck Index, selected entry for calcium phosphite, 2006 * |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20110142958A1 (en) * | 2009-12-15 | 2011-06-16 | Huber Don M | Composition and method for control of plant pathogenic bacteria and endophytic microorganisms using copper phosphite and nutrient-halo-phosphite compounds |
WO2011081675A1 (en) * | 2009-12-15 | 2011-07-07 | Huber Don M | Composition and method for control of plant pathogenic bacteria ane endophytic microorganisms using copper phosphite and nutrient-halo-phosphite compounds |
US8795736B2 (en) * | 2009-12-15 | 2014-08-05 | Don M. Huber | Composition and method for control of plant pathogenic bacteria and endophytic microorganisms using copper phosphite and nutrient-halo-phosphite compounds |
EP2601839A1 (en) * | 2011-12-08 | 2013-06-12 | Bayer CropScience AG | Synergisitic fungicidal combinations containing phosphorous acid derivative and zoxamide |
Also Published As
Publication number | Publication date |
---|---|
MX2007014955A (es) | 2008-02-15 |
CA2610055A1 (en) | 2006-12-07 |
WO2006128677A2 (en) | 2006-12-07 |
ITMI20051019A1 (it) | 2006-12-01 |
RU2007143988A (ru) | 2009-07-20 |
EP1890545B1 (en) | 2012-10-31 |
CN101222849A (zh) | 2008-07-16 |
UA90899C2 (en) | 2010-06-10 |
JP2008542320A (ja) | 2008-11-27 |
BRPI0610943A2 (pt) | 2011-02-22 |
WO2006128677A3 (en) | 2007-03-01 |
RU2403717C2 (ru) | 2010-11-20 |
AR053880A1 (es) | 2007-05-23 |
EP1890545A2 (en) | 2008-02-27 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: ISAGRO S.P.A., ITALY Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:FILIPPINI, LUCIO;GUSMEROLI, MARLIENA;MORMILE, SILVIA;AND OTHERS;REEL/FRAME:020316/0192 Effective date: 20071126 |
|
STCB | Information on status: application discontinuation |
Free format text: ABANDONED -- FAILURE TO PAY ISSUE FEE |